MétaCan
Menu
Back to cohort
Record W4417354488 · doi:10.1002/ange.202524825

50 Years of Giese Reaction – a Personal View

2025· article· en· W4417354488 on OpenAlexaff
Martin Spichty, Hendrik Zipse, Salem Majouri, Katharina M. Fromm, Bernd Giese

Bibliographic record

VenueAngewandte Chemie · 2025
Typearticle
Languageen
FieldChemistry
TopicRadical Photochemical Reactions
Canadian institutionsEncana (Canada)
FundersSchweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
KeywordsRadicalSubstituentYield (engineering)HomogeneousIntermolecular forceReactivity (psychology)AlkeneAlkyl

Abstract

fetched live from OpenAlex

Abstract 50 years ago, a synthetic method was discovered, in which alkyl radical precursors, alkenes and hydrogen donors selectively yield 1:1:1‐addition products in cyclic chain reactions. This paved the way for many variants of three‐component syntheses, which became standard procedures for C,C‐bond formation. For successful syntheses the different chain carrying radicals have to follow reactivity and selectivity rules. This requires knowledge of the substituent influence on substrate‐, regio‐ and stereoselectivities of intermolecular radical reactions. These rules were experimentally elucidated, and the synthetic method was coined “Giese reaction”. 20 years after its discovery in the chemical laboratory, biologists observed that microorganisms use the same synthetic strategy, which triggered our studies on biological cells. Although chemical rules in laboratory vessels and biological cells are the same, their different set‐ups lead to very different features. Syntheses in homogeneous solution of a laboratory vessel is driven by kinetic effects. In contrast, most reactions in biological cells occur at protein/water interfaces, where thermodynamic interactions with enzymatic amino acids establish close contact between the educts. In addition, biochemical processes often start with metallo‐cofactors that generate the productive radicals at the interface by long‐distance electron transfer.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.003
metaresearch head score (Gemma)0.003
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Commentary · Consensus signal: none
Teacher disagreement score0.017
Threshold uncertainty score0.057

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0030.003
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0010.001
Science and technology studies0.0010.002
Scholarly communication0.0030.005
Open science0.0010.002
Research integrity0.0030.008
Insufficient payload (model declined to judge)0.0170.018

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.015
GPT teacher head0.268
Teacher spread0.254 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designNot applicable
Domainnot available
GenreCommentary

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations0
Published2025
Admission routes1
Has abstractyes

Explore more

Same venueAngewandte ChemieSame topicRadical Photochemical ReactionsFrench-language works237,207